With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.
To a solution of 1,1-dimethylethyl (2S)-2-{[8-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}-1-piperidinecarboxylate D7 (0.15 g contaminated with residual 3-(trifluoromethyl)-2-pyridinamine as reported in Description 7) in DCM (4 ml), TFA (2 ml) was added dropwise at 0 C. and the resulting reaction mixture was stirred at room temperature for 2 h. Solvent removal afforded a residue that was eluted through a SCX column. Collected fractions gave a crude (containing the intermediate N-Boc deprotected amine contaminated with some residual 3-(trifluoromethyl)-2-pyridinamine) that was dissolved in DMF (2 ml).A mixture of 5-phenyl-2-methyl-1,3-thiazole-4-carboxylic acid (0.12 g, 0.55 mmol), DMF (2 ml), DIPEA (0.50 ml, 2.96 mmol) and TBTU (0.24 g, 0.75 mmol) was left under stirring at room temperature. A solution of the free amine in DMF was added dropwise and the reaction left under stirring at room temperature. Water was added and the mixture extracted with EtOAc. The resulting crude was purified by Fraction Lynx (LC 3-100 mg method). The resulting material was then eluted through a SCX column. Collected fractions gave the title compound E4 (0.060 g, 0.12 mmol, 40% yield from D2, three steps).MS: (ES/+) m/z: 485 (M+1). C25H23F3N4OS requires 484. HPLC (walk-up): rt=3.89 min.
13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.
Reference£º
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica